Abstract

The title compound 5 is easily obtained by a recently described procedure (Scheme 2). The tetrazole 5 reacts at 165-170° or on irradiation at room temperature to yield 2-phenyl-3,3a-dihydrochromano[4,3-c]pyrazole (7, Scheme 3), which probably arises by intramolecular [3+2]-cycloaddition of the intermediate nitrilimine. Dehydrogenation of 7 with chloranil leads to 2-phenylchromano[4,3-c]pyrazole (8, Scheme 3).

Abstract

The title compound 5 is easily obtained by a recently described procedure (Scheme 2). The tetrazole 5 reacts at 165-170° or on irradiation at room temperature to yield 2-phenyl-3,3a-dihydrochromano[4,3-c]pyrazole (7, Scheme 3), which probably arises by intramolecular [3+2]-cycloaddition of the intermediate nitrilimine. Dehydrogenation of 7 with chloranil leads to 2-phenylchromano[4,3-c]pyrazole (8, Scheme 3).

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